Hydrochloric Acid → HCID 59253932, compound

HRID 1957876Notes

Reaction equation

HRID 1957876 reaction equation
C[O:2][C:3](=[O:22])[CH:4]([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH2:17][C:18]([O:20]C)=[O:19])[CH:12]=2)[CH:7]=1)[CH3:5].Cl>[OH-].[Na+]>[C:18]([CH2:17][O:16][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[CH:7]=[C:6]([CH:4]([CH3:5])[C:3]([OH:22])=[O:2])[CH:15]=[CH:14]2)([OH:20])=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59253984HCID 59253984, compound

Product 1

HCID 59253932HCID 59253932, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

2-(6-Methoxycarbonylmethoxynaphthalen-2-yl)propionic acid methyl ester 7 (23 g, 76.16 mmol) in 4 N aqueous NaOH (230 ml) was heated on a water bath at 90° C. for 8 hrs. The reaction mass was cooled to room temp. and the pH adjusted to 2 with con. HCl. Crude 96 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:6) to give pure 96 (15 g, 71.9%) as a white powder. Mp: 185-188° C.

Workup

  1. temperatureThe reaction mass was cooled to room temp.
  2. filtrationCrude 96 was filtered
  3. customdried
  4. customrecrystallised from a mixture of ethyl acetate:hexane (1:6)

Sources & evidence

ORD record
ord-f69f17709617497f9f391aeb1ee94784
Source dataset
uspto-grants-2013_04
Patent number
US08409559B2

Reaction notes

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